Aegyptolidine A

Details

• Internal ID: bb11d1a6-7f8d-4009-8b86-8ac1b55a3932
• Taxonomy: Benzenoids > Phenols > 4-alkoxyphenols
• IUPAC Name: [(2R,3S,4S)-4-chloro-3-(4-hydroxyphenoxy)-5-oxopyrrolidin-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(=O)N1)Cl)OC2=CC=C(C=C2)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@@H]([C@@H](C(=O)N1)Cl)OC2=CC=C(C=C2)O
• InChI: InChI=1S/C13H14ClNO5/c1-7(16)19-6-10-12(11(14)13(18)15-10)20-9-4-2-8(17)3-5-9/h2-5,10-12,17H,6H2,1H3,(H,15,18)/t10-,11+,12+/m1/s1
• InChI Key: WOFPPFMSFGKZQN-WOPDTQHZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄ClNO₅
• Molecular Weight: 299.70 g/mol
• Exact Mass: 299.0560502 g/mol
• Topological Polar Surface Area (TPSA): 84.90 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.81
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	-	0.5160	51.60%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7445	74.45%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8333	83.33%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8438	84.38%
P-glycoprotein inhibitior	-	0.9133	91.33%
P-glycoprotein substrate	-	0.7492	74.92%
CYP3A4 substrate	+	0.5846	58.46%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8249	82.49%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.8369	83.69%
CYP2C19 inhibition	-	0.7741	77.41%
CYP2D6 inhibition	-	0.8524	85.24%
CYP1A2 inhibition	-	0.7220	72.20%
CYP2C8 inhibition	+	0.5218	52.18%
CYP inhibitory promiscuity	-	0.7471	74.71%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.6692	66.92%
Carcinogenicity (trinary)	Non-required	0.5671	56.71%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9553	95.53%
Skin irritation	-	0.7965	79.65%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4138	41.38%
Micronuclear	+	0.6727	67.27%
Hepatotoxicity	-	0.5730	57.30%
skin sensitisation	-	0.8472	84.72%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6628	66.28%
Acute Oral Toxicity (c)	III	0.7466	74.66%
Estrogen receptor binding	+	0.6479	64.79%
Androgen receptor binding	+	0.5455	54.55%
Thyroid receptor binding	+	0.5290	52.90%
Glucocorticoid receptor binding	-	0.5715	57.15%
Aromatase binding	-	0.5093	50.93%
PPAR gamma	+	0.5492	54.92%
Honey bee toxicity	-	0.8613	86.13%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5103	51.03%
Fish aquatic toxicity	+	0.8283	82.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.33%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.56%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.73%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.14%	97.09%
CHEMBL4208	P20618	Proteasome component C5	90.04%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.87%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.47%	99.17%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	83.96%	85.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.16%	86.33%
CHEMBL242	Q92731	Estrogen receptor beta	80.83%	98.35%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585092
• LOTUS: LTS0254672
• wikiData: Q77383156